4-(3,4-Dimethoxyphenyl)-2-methylthiazole-5-carboxylicacid

ID: ALA2289185

PubChem CID: 76320294

Max Phase: Preclinical

Molecular Formula: C13H13NO4S

Molecular Weight: 279.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nc(C)sc2C(=O)O)cc1OC

Standard InChI:  InChI=1S/C13H13NO4S/c1-7-14-11(12(19-7)13(15)16)8-4-5-9(17-2)10(6-8)18-3/h4-6H,1-3H3,(H,15,16)

Standard InChI Key:  KVDSAJMOOQXIDZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   10.5024   -1.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5012   -2.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2093   -2.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9189   -2.1232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9161   -1.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2075   -0.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7936   -2.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0473   -2.1961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5000   -2.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9081   -3.5110    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.7075   -3.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2051   -0.0781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9115    0.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6223   -0.8893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3315   -1.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3144   -3.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1439   -4.6881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0918   -3.6369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6874   -2.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11  7  2  0
  2  7  1  0
  6 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 11 16  1  0
 16 17  2  0
 16 18  1  0
  9 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289185

   4-(3,4-Dimethoxyphenyl)-2-methyl-1,3-thiazole-5-carboxylic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 279.32

Molecular Weight (Monoisotopic): 279.0565

AlogP: 2.83

#Rotatable Bonds: 4

Polar Surface Area: 68.65

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.24

CX Basic pKa: 0.46

CX LogP: 2.26

CX LogD: -1.18

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.93

Np Likeness Score: -0.97

References

1. Liu CL, Li L, Li ZM..  (2004)  Design, synthesis, and biological activity of novel 4-(3,4-dimethoxyphenyl)-2-methylthiazole-5-carboxylic acid derivatives.,  12  (11): [PMID:15142542] [10.1016/j.bmc.2004.03.050]

Source

Source(1):

• Scientific Literature